How about... Masters of the Universe? Lots of practical special effects to discuss, the impact of He-man, the cheapness of the film's transplantion of He-man and his pals to what looks like the Back to the Future backlot, young Robert Duncan McNeil and Courtney Cox, the sexiness of Evil Lyn, Frank Langella's Skeletor.

Also, Flash Gordon would be good as well.
"Flash I love you, but we only have 14 hours to save the Earth!"

Doesn't that Camembert smell so good?

A few years ago someone posted their account of why Flash Gordon is the way it is. They attended a test screening, and the audience was very quiet as it went on. Maybe a half hour in, the poster turned to his friend and whispered, "I think this is SUPPOSE to be funny" and they started laughing at it. The rest of the crowd started in as well, and soon everyone was having a great time except one guy behind him... the director. He was NOT making a comedy. After the screening they quizzed people on what the good comedy bits were and when the film came out those were gone.

Actually, you guys should get drunk and do Flesh Gordon sometime. Lots of good special effects in that one

Probably wouldn't make a great commentary, but who knows.

Space Jam.

Definitely one of the pinnacles of my childhood (And still one of my favorite movies!)

I'm impressed how many of the movies that have been a big deal to me over the years you guys have already done, but Fifth Element is somehow conspicuously absent, and there's a lot to be said on that one. Luke Perry's bit part is worth the price of admission alone. Someone else said Kiss Kiss Bang Bang, which all but announces in voice over that it fits your definition of a perfect movie.

Also, there's one that nobody seems to have brought up, Office Space. Like Princess Bride or Star Wars, it's a film that has become assumed context for members of our society. Who doesn't know the significance of TPS reports? Lumberg's "Yeah, I'm gonna need..." Milton saying anything. Then there's some other scenes that just aren't that great. What's up with that?

Oh, and the fish guys love it.

sometimes I worry about you guys

Formalising random twitter requests: Strange Days.

A movie popped into my head I haven't thought about in a long time: Outland, the 1981 Sean Connery film. Like with Alien I read the novelization long before actually seeing the movie, and always liked how it seemed to be set in the same universe as Alien (near future, "realistic" space tech, amoral corporation). For one, brief period I thought they were setting up some sort of shared universe idea but it seems to have just lasted two movies...